Organic Chemistry Organic Chemistry Practice Problems Solutions Library

Equatorial Preference Solutions Library

Access 74 Equatorial Preference video and text solutions to help you complete your homework. Need to revisit the concept? Watch our Equatorial Preference learn videos.

Browse Solutions

74 solutions

Equatorial Preference

Q. (a) Given a cyclohexane framework in a chair conformation, label each position as axial (ax) or equatorial (eq). (b) On the same figure, label all ...

Solved • Apr 14, 2020

Equatorial Preference

Q. Given cyclohexane in a chair conformation, substitute two of the H labels with Br to construct the most stable isomer and conformation of 1,3-dibro...

Solved • Apr 13, 2020

Equatorial Preference

Q. For the substituted cyclohexane compound given below, highlight the groups - by clicking on atoms - that will sterically interact with the methyl g...

Solved • Mar 16, 2020

Equatorial Preference

Q. Draw the lowest energy-chair conformation for the syn- and anti- products shown.

Solved • Jan 15, 2019

Equatorial Preference

Q. Draw the most stable chair conformation of cyclohexane

Solved • Oct 4, 2018

Equatorial Preference

Q. Draw the most stable chair conformation of cyclohexane

Solved • Oct 4, 2018

Equatorial Preference

Q. What chair conformation represents the most stable chair conformation of Molecule A? (Top Hat)

Solved • Jul 24, 2018

Equatorial Preference

Q. The axial groups in [1] are: The equatorial groups in [1] are: The axial groups in [2] are: The equatorial groups in [2] are: The axial groups in [...

Solved • Jul 10, 2018

Equatorial Preference

Q. For the following six-member ring, draw both chair conformations and indicate which is the most stable. 

Solved • Jun 26, 2018

Equatorial Preference

Q. The change is free energy on flipping from a cyclohexane conformer with the indicated substituent equatorial to the conformer with the substituent ...

Solved • Jun 9, 2017

Equatorial Preference

Q. Using the cyclohexane scaffold shown below, draw the structural formula of all-cis-1-ethyl-2,4 difluorocyclohexane (all-cis means that all three su...

Solved • May 31, 2017

Equatorial Preference

Q. Draw the most stable chair conformation for the following molecule. Use the templates provided. The chloride and the numbering of carbons are alrea...

Solved • May 30, 2017

Equatorial Preference

Q. Circle which isomer is more stable, cis-1,3-dimethylcyclohexane or trans-1,3-dimethylcyclohexane is more stable. To receive credit, you must includ...

Solved • May 30, 2017

Equatorial Preference

Q. Draw the most stable chair conformation of the molecule shown below and explain.

Solved • May 26, 2017

Equatorial Preference

Q. Draw the most stable chair conformer of the most stable isomer of 1,3,5-trimethylcyclohexane.

Solved • May 25, 2017

Equatorial Preference

Q. For the pair drawn below, choose the MORE STABLE molecule. Does the  UNSTABLE molecule chosen below have  ANGLE STRAIN? Does the  UNSTABLE molecu...

Solved • May 4, 2017

Equatorial Preference

Q. Draw the LEAST stable chair conformation of 2,3-dipropyl-1,4-dimethylcyclohexane with the following info: the propyl groups are trans to one anothe...

Solved • Nov 14, 2016

Equatorial Preference

Q. Draw the most stable configuration. trans-1-bromo-3-ethylcyclohexane

Solved • Nov 14, 2016

Equatorial Preference

Q. Draw the LEAST stable chair conformation of 2,3-dipropyl-1,4-dimethylcyclohexane with the following info: the propyl groups are trans to one anothe...

Solved • Oct 21, 2016

Equatorial Preference

Q. A. Draw the two chair conformations of cis-1,3-di-tert-butyl-cyclohexane. B. Circle the most stable chair conformation. C. Using complete sentenc...

Solved • Oct 3, 2016

Equatorial Preference

Q. Indicate the most and the least stable conformations. Give your reasoning.  

Solved • Sep 16, 2016

Equatorial Preference

Q. Is the methyl group axial or equatorial? A) Axial B) Equatorial

Solved • Jul 27, 2016

Equatorial Preference

Q. For the pair of molecules drawn below, choose the letter that corresponds to the MORE STABLE molecule. Does the UNSTABLE molecule chosen have ANGL...

Solved • Jul 27, 2016

Equatorial Preference

Q. Write the two chair conformations of each of the following and in each part designate which conformation would be the more stable: (d) cis-1-tert-...

Solved • Jun 22, 2016

Equatorial Preference

Q. Write the two chair conformations of each of the following and in each part designate which conformation would be the more stable:  (c) trans-1-ter...

Solved • Jun 22, 2016

Equatorial Preference

Q. Write the two chair conformations of each of the following and in each part designate which conformation would be the more stable: (b) trans-1-tert...

Solved • Jun 22, 2016

Equatorial Preference

Q. Write the two chair conformations of each of the following and in each part designate which conformation would be the more stable: (a) cis-1-tert-b...

Solved • Jun 22, 2016

Equatorial Preference

Q. Consider the cis and trans isomers of 1,3-di-tert-butylcyclohexane (build molecular models). What unusual feature accounts for the fact that one of...

Solved • Jun 22, 2016

Equatorial Preference

Q. Provide an explanation for the surprising fact that all-trans-1,2,3,4,5,6-hexaisopropylcyclohexane is a stable molecule in which all isopropyl grou...

Solved • Jun 22, 2016

Equatorial Preference

Q. Consider that cyclobutane exhibits a puckered geometry. Judge the relative stabilities of the 1,2-disubstituted cyclobutanes and of the 1,3-disubst...

Solved • Jun 22, 2016

Equatorial Preference

Q. Write the structures of two chair conformations of 1- tert-butyl-1-methylcyclohexane. Which conformation is more stable? Explain your answer.  

Solved • Jun 22, 2016

Equatorial Preference

Q. The following are representations of two forms of glucose. The six-membered ring is known to exist in a chair conformation in each form. Draw clear...

Solved • Jun 14, 2016

Equatorial Preference

Q. One stereoisomer of 1,1,3,5-tetramethylcyclohexane is 15 kJ/mol (3.7 kcal/mol) less stable than the other. Indicate which isomer is the less stable...

Solved • Jun 14, 2016

Equatorial Preference

Q. Identify the more stable stereoisomer in each of the following pairs, and give the reason for your choice: 

Solved • Jun 14, 2016

Equatorial Preference

Q. Identify the more stable stereoisomer in each of the following pairs, and give the reason for your choice: 

Solved • Jun 14, 2016

Equatorial Preference

Q. Identify the more stable stereoisomer in each of the following pairs, and give the reason for your choice:  

Solved • Jun 14, 2016

Equatorial Preference

Q. Identify the more stable stereoisomer in each of the following pairs, and give the reason for your choice: (c) cis- or trans-1-Isopropyl-4-methylcy...

Solved • Jun 14, 2016

Equatorial Preference

Q. Identify the more stable stereoisomer in each of the following pairs, and give the reason for your choice: (b) cis- or trans-1-Isopropyl-3-methylcy...

Solved • Jun 14, 2016

Equatorial Preference

Q. Identify the more stable stereoisomer in each of the following pairs, and give the reason for your choice: (a) cis- or trans-1-Isopropyl-2-methylcy...

Solved • Jun 14, 2016

Equatorial Preference

Q. Write a structural formula for the most stable conformation of each of the following compounds: 

Solved • Jun 14, 2016

Equatorial Preference

Q. Write a structural formula for the most stable conformation of each of the following compounds:  (f)  cis-1,1,3,4-Tetramethylcyclohexane 

Solved • Jun 14, 2016

Equatorial Preference

Q. Write a structural formula for the most stable conformation of each of the following compounds:  (e)  cis-1-tert-Butyl-4-ethylcyclohexane 

Solved • Jun 14, 2016

Equatorial Preference

Q. Write a structural formula for the most stable conformation of each of the following compounds:  (d)  trans-1-Isopropyl-3-methylcyclohexane 

Solved • Jun 14, 2016

Equatorial Preference

Q. Write a structural formula for the most stable conformation of each of the following compounds:  (c)  cis-1-Isopropyl-3-methylcyclohexane 

Solved • Jun 14, 2016

Equatorial Preference

Q. Even though the methyl group occupies an equatorial site, the conformation shown is not the most stable one for methylcyclohexane. Explain. 

Solved • Jun 14, 2016

Equatorial Preference

Q. (b) Neomenthol is a stereoisomer of menthol. That is, it has the same constitution but differs in the arrangement of its atoms in space. Neomenthol...

Solved • Jun 13, 2016

Equatorial Preference

Q. (a) Menthol, used to flavor various foods and tobacco, is the most stable stereoisomer of 2-isopropyl-5-methylcyclohexanol. Draw its most stable co...

Solved • Jun 13, 2016

Equatorial Preference

Q. By assuming that the heat of combustion of the cis isomer was larger than the trans, structural assignments were made many years ago for the stereo...

Solved • Jun 13, 2016

Equatorial Preference

Q. A hydroxyl group is a somewhat “smaller” substituent on a six-membered ring than is a methyl group. That is, the preference of a hydroxyl group for...

Solved • Jun 13, 2016

Equatorial Preference

Q. A biosynthetic pathway was recently proposed for the polycyclic, cytotoxic compound aspernomine, isolated from the fungus Aspergillus nomius (J. Am...

Solved • May 25, 2016

Equatorial Preference

Q. A biosynthetic pathway was recently proposed for the polycyclic, cytotoxic compound aspernomine, isolated from the fungus Aspergillus nomius (J. Am...

Solved • May 25, 2016

Equatorial Preference

Q. Consider the following tetra-substituted cyclohexane: (b) Determine which conformation is more stable.

Solved • May 25, 2016

Equatorial Preference

Q. myo-Inositol is a polyol (a compound containing many OH groups) that serves as the structural basis for a number of secondary messengers in eukaryo...

Solved • May 25, 2016

Equatorial Preference

Q. Glucose (a sugar) is produced by photosynthesis and is used by cells to store energy. Draw the most stable conformation of glucose:

Solved • May 25, 2016

Equatorial Preference

Q. For each of the following pairs of compounds, determine which compound is more stable (you may find it helpful to draw out the chair conformations):

Solved • May 25, 2016

Equatorial Preference

Q. For each of the following pairs of compounds, determine which compound is more stable (you may find it helpful to draw out the chair conformations):

Solved • May 25, 2016

Equatorial Preference

Q. For each of the following pairs of compounds, determine which compound is more stable (you may find it helpful to draw out the chair conformations):

Solved • May 25, 2016

Equatorial Preference

Q. For each of the following pairs of compounds, determine which compound is more stable (you may find it helpful to draw out the chair conformations):

Solved • May 25, 2016

Equatorial Preference

Q. Draw both chair conformations for each of the following compounds. In each case, identify the more stable chair conformation: (d) trans-1,4-Diisop...

Solved • May 25, 2016

Equatorial Preference

Q. Draw both chair conformations for each of the following compounds. In each case, identify the more stable chair conformation: (c) cis-1,3-Diisopro...

Solved • May 25, 2016

Equatorial Preference

Q. Draw both chair conformations for each of the following compounds. In each case, identify the more stable chair conformation: (b) trans-1,2-Diisop...

Solved • May 25, 2016

Equatorial Preference

Q. Draw both chair conformations for each of the following compounds. In each case, identify the more stable chair conformation: (a) Methylcyclohexane

Solved • May 25, 2016

Equatorial Preference

Q. Menthol, isolated from various mint oils, is used in the treatment of minor throat irritation. Draw both chair conformations of menthol and indicat...

Solved • May 25, 2016

Equatorial Preference

Q. For each of the following pairs of compounds, identify the compound that would have the higher heat of combustion:

Solved • May 25, 2016

Equatorial Preference

Q. For each of the following pairs of compounds, identify the compound that would have the higher heat of combustion:

Solved • May 25, 2016

Equatorial Preference

Q. For each of the following pairs of compounds, identify the compound that would have the higher heat of combustion:

Solved • May 25, 2016

Equatorial Preference

Q. Which diastereomer is most stable?  

Solved • Apr 24, 2016

Equatorial Preference

Q. Which is the most stable conformation for  cis-1-bromo-3-methylcyclohexane?

Solved • Apr 23, 2016

Equatorial Preference

Q. For the following cyclohexane derivative, draw the most stable chair conformation on the template provided. Be sure to attach the substituents to t...

Solved • Apr 11, 2016

Equatorial Preference

Q. Put each threesome below in order of stability from high to low using > or = signs. If two species are equal use = signs.

Solved • Feb 25, 2016

Equatorial Preference

Q. Consider a single enantiomer of trans-1-methyl-3-tert-butylcyclohexane. (For this problem, it does not matter which one.) There are two chair forms...

Solved • Feb 24, 2016

Equatorial Preference

Q. Draw the lowest energy chair conformer for each structure (A and B). Rank these two low energy conformers as more or less stable.  

Solved • Feb 19, 2016

Equatorial Preference

Q. Indicate the absolute configuration of each of the stereocenters in the molecule on the left and complete the chair form of the molecule on the tem...

Solved • Feb 12, 2016

Equatorial Preference

Q. The preferred conformation of cis-1-isopropyl-2-methylcyclohexane is one in which: a. the isopropyl group is axial and the methyl group is equator...

Solved • Jan 28, 2016